Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853277Generated: November 1, 2026

1,2-Dimethoxyethane → HCID 86673044, compound

https://huagongshe.com/reaction/1853277

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPyrrolidineHCID 31268—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86673027HCID 86673027—
SolventEthyl AcetateHCID 8857—
ProductHCID 86673044HCID 8667304465.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A vial was charged with 6-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (100 mg, 0.236 mmol), Pd-PEPPSI® (3 mg, 0.005 mmol), potassium tert-butoxide (40 mg, 0.354 mmol) and purged with argon for 15 min. Pyrrolidine (24 μl, 0.283 mmol) and dry 1,2-dimethoxyethane (1 ml) were added and the solution was heated at 80° C. for 18 hours. The mixture was diluted with ethyl acetate washed with a saturated aqueous solution of ammonium chloride, water and brine, dried over sodium sulfate and purified by flash chromatography over silica gel (cyclohexane/dichloromethane: 0-80%) to yield 2-isoquinolin-3-yl-6-(pyrrolidin-1-yl)-chromen-4-one O-tert-butyl oxime (64 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962627B2
Source datasetuspto-grants-2015_02
ORD IDord-cc70a52e1fd64056bd5021c0cb5bbc7c
Source noteuspto-grants-2015_02